Five9, Inc. (NASDAQ:FIVN) Commences Buyback While Technicals Signal Near-Term Consolidation

Share-repurchase activity and stable cash metrics frame a cautiously constructive near-term view; momentum indicators show early signs of bullish repair against longer-term resistance. Fundamental cash generation supports the company’s capital-return action while margins lag peer averages.

Recent News

On November 11–12, 2025 Five9 initiated an accelerated share repurchase (ASR) with JPMorgan to repurchase $50.0 million of common stock, with an expected initial delivery of roughly 1.9 million shares and final settlement targeted by the end of Q1 2026.

Technical Analysis

ADX / DI+ / DI-: ADX at 18.18 indicates no strong trend; DI- showing a peak & reversal while DI+ decreases signals that bearish pressure recently faded and directional strength lacks conviction, which tempers immediate downside risk relative to longer-term averages.

MACD: MACD sits negative at -0.28 with a dip & reversal trend and a signal line at -0.27; momentum shows a nascent rebound but remains below neutral, implying bullish momentum building from a negative base but not yet confirming a decisive momentum shift.

MRO (Momentum/Regression Oscillator): MRO at -9.59 with a peak & reversal trend shows price below target and potential for upward mean reversion, supporting the view that current price levels carry some short-term upside potential versus valuation anchor points.

RSI: RSI at 44.78 with a dip & reversal indicates recovery from weaker momentum without overbought conditions, consistent with conditional upside if MACD crosses above its signal and DI+ stabilizes.

Price vs Moving Averages & Ichimoku: Last close at $19.86 sits near the 20-day average ($19.83) and 12-day EMA ($19.87), while the 50-day ($20.50) and 200-day ($24.48) averages remain above price; Ichimoku Tenkan/Kijun and both Senkou spans also sit above the current price, marking medium-to-long-term resistance even as near-term consolidation occurs around the 20-day band.

Bollinger Bands & Volatility: Narrow 20-day standard deviation (~$0.51) and 42-/52-week volatilities at 3% indicate muted volatility recently; lower-than-average 10/50/200-day volumes suggest constrained participation, increasing the significance of any momentum-confirming technical break.

 


Fundamental Analysis

Revenue & Growth: Total revenue $285,832,000 with revenue growth shown at 0.905% and revenue growth year-over-year at -0.81138% (QoQ listed at -28.964%); top-line dynamics show modest expansion on the most recent measure while sequential comparisons flag softening that warrants monitoring.

Profitability: EBIT $21,703,000 and EBIT margin 7.59% compare below the industry peer mean of 25.96% and industry peer median of 29.144%, highlighting lower operating profitability versus peers. EBIT margin QoQ moved +2.38369 percentage points while EBIT margin YoY declined -5.68704 percentage points, indicating recent sequential improvement from a weaker year-over-year base.

Margins & Cash Flow: Gross margin sits at 55.03% and operating margin at 5.613%; operating margin YoY down -4.46481 percentage points while operating margin QoQ fell -11.18693 percentage points. Operating cash flow $59,196,000 and free cash flow $38,301,000 produce a free cash flow yield of 2.03%, with free cash flow growth strong YoY but showing a negative QoQ swing in the most recent period.

Liquidity & Capital Structure: Cash and short-term investments $676,156,000 produce a cash ratio of 3.29 and current ratio of 4.61, indicating ample near-term liquidity to support buybacks and operational funding. Total debt $798,006,000 produces net debt $541,144,000 and debt-to-equity ~1.03; interest coverage roughly 7.03x, signaling manageable interest obligations against earnings.

Earnings & Valuation Metrics: Reported EPS $0.21 versus estimate $0.11 produced an EPS surprise of 90.91%. Trailing P/E at 116.22 contrasts with forward P/E 41.48, showing high trailing multiple compression with forward expectations materially lower. Price-to-sales 6.60 and price-to-book 2.43 reflect premium revenue and balance-sheet valuations. WMDST values the stock as under-valued given the firm’s cash profile and buyback program relative to perceptual multiples.

Return Metrics & Efficiency: ROE 2.318% and ROA 1.035% lag typical software peers; asset turnover 0.1646 suggests lower revenue per asset dollar, while R&D at $35,218,000 supports product development and AI features that underpin long-term competitive positioning.

MOST-RECENT QUARTERLY REPORT
REPORT PERIOD ENDING: 2025-09-30
REPORT DATE: 2025-11-06
NEXT REPORT DATE: 2026-02-05
CASH FLOW  Begin Period Cash Flow 207.6 M
 Operating Cash Flow 59.2 M
 Capital Expenditures -20.89 M
 Change In Working Capital -36.00 M
 Dividends Paid
 Cash Flow Delta -12.14 M
 End Period Cash Flow 195.4 M
 
INCOME STATEMENT REVENUE
 Total Revenue 285.8 M
 Forward Revenue 247.6 M
COSTS
 Cost Of Revenue 128.6 M
 Depreciation 20.9 M
 Depreciation and Amortization 20.9 M
 Research and Development 35.2 M
 Total Operating Expenses 269.8 M
PROFITABILITY
 Gross Profit 157.3 M
 EBITDA 42.6 M
 EBIT 21.7 M
 Operating Income 16.0 M
 Interest Income 5.7 M
 Interest Expense 3.1 M
 Net Interest Income 2.6 M
 Income Before Tax 18.6 M
 Tax Provision 643.0 K
 Tax Rate 3.454 %
 Net Income 18.0 M
 Net Income From Continuing Operations 18.0 M
EARNINGS
 EPS Estimate 0.11
 EPS Actual 0.21
 EPS Difference 0.10
 EPS Surprise 90.909 %
 Forward EPS 0.80
 
BALANCE SHEET ASSETS
 Total Assets 1.8 B
 Intangible Assets 420.9 M
 Net Tangible Assets 354.4 M
 Total Current Assets 949.4 M
 Cash and Short-Term Investments 676.2 M
 Cash 193.4 M
 Net Receivables 117.1 M
 Inventory
 Long-Term Investments 8.0 M
LIABILITIES
 Accounts Payable 30.4 M
 Short-Term Debt
 Total Current Liabilities 205.7 M
 Net Debt 541.1 M
 Total Debt 798.0 M
 Total Liabilities 993.1 M
EQUITY
 Total Equity 775.3 M
 Retained Earnings -397.94 M
VALUATION & PER-SHARE METRICS EQUITY & PER-SHARE METRICS
 Book Value Per-Share 10.03
 Shares Outstanding 78.214 M
 Revenue Per-Share 3.70
VALUATION
 Market Capitalization 1.9 B
 Enterprise Value 2.0 B
 Enterprise Multiple 47.159
Enterprise Multiple QoQ -46.256 %
Enterprise Multiple YoY -66.94 %
Enterprise Multiple IPRWA high: 725.943
median: 119.829
mean: 108.292
FIVN: 47.159
low: -500.562
 EV/R 7.023
CAPITAL STRUCTURE
 Asset To Equity 2.281
 Asset To Liability 1.781
 Debt To Capital 0.507
 Debt To Assets 0.451
Debt To Assets QoQ -3.774 %
Debt To Assets YoY 109.295 %
Debt To Assets IPRWA high: 1.164
FIVN: 0.451
mean: 0.258
median: 0.207
low: 0.001
 Debt To Equity 1.029
Debt To Equity QoQ -7.642 %
Debt To Equity YoY 34.471 %
Debt To Equity IPRWA high: 2.803
FIVN: 1.029
mean: 0.496
median: 0.213
low: -0.893
PRICE-BASED VALUATION
 Price To Book (P/B) 2.432
Price To Book QoQ -17.616 %
Price To Book YoY -43.024 %
Price To Book IPRWA high: 32.156
mean: 15.067
median: 13.004
FIVN: 2.432
low: -17.466
 Price To Earnings (P/E) 116.218
Price To Earnings QoQ 218.088 %
Price To Earnings YoY 142.554 %
Price To Earnings IPRWA high: 535.496
mean: 156.622
median: 153.023
FIVN: 116.218
low: -396.374
 PE/G Ratio -1.606
 Price To Sales (P/S) 6.597
Price To Sales QoQ -11.764 %
Price To Sales YoY -27.815 %
Price To Sales IPRWA high: 95.267
median: 42.542
mean: 41.64
FIVN: 6.597
low: 1.307
FORWARD MULTIPLES
Forward P/E 41.479
Forward PE/G -0.573
Forward P/S 9.629
EFFICIENCY OPERATIONAL
 Operating Leverage 266.864
ASSET & SALES
 Asset Turnover Ratio 0.165
Asset Turnover Ratio QoQ 10.249 %
Asset Turnover Ratio YoY 22.054 %
Asset Turnover Ratio IPRWA high: 0.414
FIVN: 0.165
median: 0.133
mean: 0.131
low: -0.008
 Receivables Turnover 2.511
Receivables Turnover Ratio QoQ -5.809 %
Receivables Turnover Ratio YoY -5.203 %
Receivables Turnover Ratio IPRWA high: 6.055
FIVN: 2.511
mean: 1.721
median: 1.571
low: -0.167
 Inventory Turnover
Inventory Turnover Ratio QoQ
Inventory Turnover Ratio YoY
Inventory Turnover Ratio IPRWA
 Days Sales Outstanding (DSO) 36.344
CASH CYCLE
 Cash Conversion Cycle Days (CCC) 14.402
Cash Conversion Cycle Days QoQ
Cash Conversion Cycle Days YoY -88.085 %
Cash Conversion Cycle Days IPRWA high: 226.004
median: 44.35
mean: 24.213
FIVN: 14.402
low: -144.827
CAPITAL DEPLOYMENT
 Cash Conversion Ratio 0.384
 CapEx To Revenue -0.073
 CapEx To Depreciation -1.001
 
CAPITAL, LIQUIDITY & COVERAGE CAPITAL STRUCTURE
 Total Capital 1.5 B
 Net Invested Capital 1.5 B
 Invested Capital 1.5 B
 Net Tangible Assets 354.4 M
 Net Working Capital 743.7 M
LIQUIDITY
 Cash Ratio 3.286
 Current Ratio 4.614
Current Ratio QoQ 4.029 %
Current Ratio YoY 149.156 %
Current Ratio IPRWA high: 8.127
FIVN: 4.614
mean: 2.042
median: 1.124
low: 0.159
 Quick Ratio
Quick Ratio QoQ
Quick Ratio YoY
Quick Ratio IPRWA
COVERAGE & LEVERAGE
 Debt To EBITDA 18.746
 Cost Of Debt 0.373 %
 Interest Coverage Ratio 7.03
Interest Coverage Ratio QoQ 322.536 %
Interest Coverage Ratio YoY -768.376 %
Interest Coverage Ratio IPRWA high: 225.0
mean: 21.106
median: 9.798
FIVN: 7.03
low: -266.667
 Operating Cash Flow Ratio 0.154
TIMING / LIQUIDITY
 Days Payables Outstanding (DPO) 21.942
DIVIDENDS
 Dividend Coverage Ratio
 Dividend Payout Ratio
 Dividend Rate
 Dividend Yield
PERFORMANCE GROWTH
 Asset Growth Rate 3.727 %
 Revenue Growth 0.905 %
Revenue Growth QoQ -28.964 %
Revenue Growth YoY -81.138 %
Revenue Growth IPRWA high: 28.215 %
mean: 4.798 %
median: 4.141 %
FIVN: 0.905 %
low: -13.442 %
 Earnings Growth -72.368 %
Earnings Growth QoQ -420.482 %
Earnings Growth YoY -350.877 %
Earnings Growth IPRWA high: 200.0 %
median: 12.791 %
mean: 8.596 %
FIVN: -72.368 %
low: -181.25 %
MARGINS
 Gross Margin 55.025 %
Gross Margin QoQ 0.299 %
Gross Margin YoY 2.191 %
Gross Margin IPRWA high: 90.981 %
median: 77.558 %
mean: 76.425 %
FIVN: 55.025 %
low: 26.432 %
 EBIT Margin 7.593 %
EBIT Margin QoQ 238.369 %
EBIT Margin YoY -568.704 %
EBIT Margin IPRWA high: 76.323 %
median: 29.144 %
mean: 25.96 %
FIVN: 7.593 %
low: -105.646 %
 Return On Sales (ROS) 5.613 %
Return On Sales QoQ -1118.693 %
Return On Sales YoY -446.481 %
Return On Sales IPRWA high: 76.795 %
median: 29.387 %
mean: 24.446 %
FIVN: 5.613 %
low: -156.314 %
CASH FLOW
 Free Cash Flow (FCF) 38.3 M
 Free Cash Flow Yield 2.031 %
Free Cash Flow Yield QoQ 99.509 %
Free Cash Flow Yield YoY 135.889 %
Free Cash Flow Yield IPRWA high: 10.114 %
FIVN: 2.031 %
median: 0.259 %
mean: 0.258 %
low: -10.76 %
 Free Cash Growth 77.574 %
Free Cash Growth QoQ -302.824 %
Free Cash Growth YoY -50.618 %
Free Cash Growth IPRWA high: 368.524 %
FIVN: 77.574 %
mean: -16.292 %
median: -16.953 %
low: -324.945 %
 Free Cash To Net Income 2.131
 Cash Flow Margin 11.113 %
 Cash Flow To Earnings 1.767
VALUE & RETURNS
 Economic Value Added 0.03
 Return On Assets (ROA) 1.035 %
Return On Assets QoQ 1596.721 %
Return On Assets YoY -551.965 %
Return On Assets IPRWA high: 13.583 %
mean: 2.949 %
median: 1.924 %
FIVN: 1.035 %
low: -19.283 %
 Return On Capital Employed (ROCE) 1.389 %
 Return On Equity (ROE) 0.023
Return On Equity QoQ 1339.752 %
Return On Equity YoY -392.677 %
Return On Equity IPRWA high: 0.151
mean: 0.051
median: 0.048
FIVN: 0.023
low: -0.395
 DuPont ROE 2.408 %
 Return On Invested Capital (ROIC) 1.388 %
Return On Invested Capital QoQ 301.156 %
Return On Invested Capital YoY 119.273 %
Return On Invested Capital IPRWA high: 14.226 %
mean: 3.635 %
median: 3.218 %
FIVN: 1.388 %
low: -12.344 %

Six-Week Outlook

Expect a consolidation phase around the $19.5–$20 area as short-term momentum indicators attempt confirmation: MACD’s dip & reversal and RSI’s recovery suggest upside becomes more probable if momentum crosses validate, while the 50- and 200-day averages and Ichimoku cloud present resistance that likely limits rapid advances. Low relative volume increases the chances of chop until directional conviction returns; traders should watch for sustained MACD signal-line crossover and DI+ stabilization as the technical conditions that would tilt bias toward a measured rally, while persistent failure to sustain above the 20–50 day band would maintain a flat-to-negative bias into the near term.

About Five9, Inc.

Five9, Inc. (NASDAQ:FIVN) develops cloud-based contact center solutions that enhance customer interactions for businesses worldwide. Headquartered in San Ramon, California, Five9 provides a virtual contact center platform that integrates multiple communication channels, including voice, chat, email, web, social media, and mobile. This integration ensures a seamless and cohesive customer experience. The company offers a range of innovative tools such as virtual agents, agent assistance, workflow automation, and workforce engagement management, all powered by AI-driven insights. These solutions help businesses streamline customer service operations while also improving sales and marketing efforts, allowing them to quickly adapt to changing customer demands. Five9’s platform connects with enterprise applications like CRM systems, delivering real-time customer data to agents for optimized interactions and increased productivity. Serving industries such as banking, retail, healthcare, and technology, Five9 has been a reliable partner since 2001. The company’s dedication to providing customer-centric solutions continues to shape the future of contact center operations across the globe.



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